Pd/PTABS: Low Temperature Etherification of Chloroheteroarenes

A mild,
general, and highly efficient catalytic etherification
protocol for chloroheteroarenes was developed using the Pd/PTABS catalytic
system. The protocol is selective for the etherification of chloroheteroarenes
using a large variety of electron-rich and electron-deficient phenol
bearing synthons which include inter alia biologically
and commercially important estrone, estradiol, tyrosine, and several
other molecules. The mildness of the new protocol is expected to be
beneficial for the synthesis of complex drugs and drug intermediates
offering late-stage modification of bioactive compounds.

本研究采用Pd/PTABS催化体系，开发出一种温和、普适且高效的氯代杂芳烃（chloroheteroarenes）催化醚化新方法。该方法对氯代杂芳烃的醚化反应具有专一选择性，可兼容各类富电子与缺电子的含酚基合成子，其中涵盖具有重要生物与商业价值的雌酮、雌二醇、酪氨酸等多种分子。该新方法温和的反应条件，有望为复杂药物及药物中间体的合成提供有力支撑，可实现生物活性化合物的后期修饰。